Letterman's Replacement Tweet Stephen Colbert is taking over “The Late Show” from David Letterman. The news was announced on Wednesday. Colbert and CBS have struck a five-year deal for him to take over for Letterman when the retiring legend leaves in 2015, although a final date has not been announced. Read more: http://www.995theriver.com/articles/trending-104650/stephen-colbert-replacing-david-letterman-on-12241254#ixzz2yVK2EeBD Don't know if you saw this on Sunday but The Simpsons met David Letterman again...with a new ending. Love this!